12-Day Italy Self-Drive Road Trip With Itinerary from Milan traveling east to Como, Verona, Venice, Florence, San Gimignano, and Rome

On day 2 of your road trip, you will have an entire day to explore Milan. You’ll stay in Milan for 1 night and discover all the best things to see and do in the area.

A top thing to do today is to explore Navigli, a must-see neighborhood in Milan. It's the perfect starting point for touring the top attractions in the area.

Today’s itinerary in Milan covers several incredible sights, including a monument, a park, a castle, an art gallery, a palace and much more! Start your adventure at Arch Of Peace. This popular monument is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the eye-catching wonders of Parco Sempione, a must-see park in the city.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Sforzesco Castle Art Library. This famous castle offers an enriching experience. For a change of pace, head to Pinacoteca Di Brera, where you can take in photogenic features. Conclude your self-guided sightseeing tour with a visit to Palazzo Della Ragione and Palazzo Della Ragione. These sights offer a fulfilling end to a perfect day.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

Experience shopping bliss at Milan as you explore Via della Moscova. Take a leisurely stroll through unique boutiques and shops, where local treasures are waiting to be found. Beyond shopping, Via della Moscova offers more options, including cafes, unique attractions, key services, and vibrant events.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Milan. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Treat yourself to a wonderful meal at Dessert Bar Milano, a top-rated dining spot in Milan. If you're in the mood for something new, try Radisson Blu Hotel Milan, another premier location with a delectable menu. You might also want to book a table at Ristorante Qui Si Mangia. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Milan.

Round off your dining experience by visiting Kilburn Cocktail Bar Milano, a prime location for a drink. Alternatively, explore the distinctive characteristics of Bar Frida, a bar catering to every mood and preference. The Friends Pub Milano likewise offers a unique atmosphere, perfect for a memorable night out.

Get a good night's sleep and look forward to another great day on the road in Italy!

On day 3 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 4 destinations, Ossuccio, Lenno, Rogaro, and Colonno. When you’re not sightseeing, take time to relax at your selected hotel in Como, where you’ll be staying for 1 night.

Start your day with a visit to Sacro Monte Della Beata Vergine Del Soccorso - Ossuccio (co). This often recommended church is a must-visit in the village.

One of the best things about exploring Milan on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Botanical Garden Of Villa Carlotta, a locally appreciated botanical garden in the village. If you’re up for more discoveries, don’t forget to reserve some time for Greenway Del Lago Di Como.

When you’re done exploring for the day, you’ll drive to your hotel in Como. Check in and spend some time relaxing before you head out to tour the city.

Indulge in a memorable dining experience at one of Como's most popular restaurants, and connect with friendly locals for an authentic adventure.

Enjoy a lovely dining experience at La Vita è Bella Ristorante - Insalateria, a popular restaurant in Como. This acclaimed establishment has earned the admiration of countless food lovers in the city.

After enjoying a fulfilling meal, continue your evening at Fresco Cocktail Shop, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Bar Il Cortiletto offers a welcoming atmosphere for easing into the nightlife. Similarly, Bar Pinocchio provides an excellent environment for a relaxed and enjoyable evening.

Savor another day of unforgettable experiences in Italy!

On day 4 of your road trip in Italy, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places in Verona. In the evening, you’ll end up in Verona, where you will stay for 1 night.

Set out on a day brimming with fun adventures, scenic views, and picturesque spots. Start at the interesting Castelvecchio Museum, a picture-perfect museum in Como. Next, go to Porta Borsari.

After visiting Castelvecchio Museum and Porta Borsari, take time to explore Como's streets and absorb its charm. Continue your sightseeing by heading to Piazza Delle Erbe. This standout public square offers a unique experience. Verona Arena is another noteworthy stop.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Verona. Verona offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

After a day of adventure, treat yourself to an exquisite dinner at one of Verona's best restaurants.

Don’t miss out on dining at La Griglia, a top-rated dining destination in Verona. If you're in the mood to try something new, consider Vecio Macello, another top spot with a mouthwatering menu. You might also want to secure a reservation at Via Fama Cafè | Verona. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Verona this evening.

Unwind after your meal by stepping into Archivio. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, La Segreteria Café offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Grande Giove Cocktail Bar, another top-rated bar in the area.

As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.

Experience an unparalleled adventure on day 5 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Venice. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Venice. You will spend 2 nights here for some well-deserved relaxation.

Today’s itinerary in Verona covers several incredible sights, including a monument, a palace, a church, a public square, a historical landmark, a street and much more! Start your adventure at Bridge Of Sighs. This well-known monument is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the visually striking wonders of Doge's Palace, a must-see palace in the city.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to St Mark's Basilica. This well-known church offers an enriching experience. For a change of pace, head to Piazza San Marco, where you can take in enchanting features. Conclude your self-guided sightseeing tour with a visit to Rialto Bridge and Rialto Bridge. These sights offer a fulfilling end to a perfect day.

At the end of the day, you will drive to Venice, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

As dinnertime approaches, it's time to head out for a bite to eat in Venice. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Treat yourself to a wonderful meal at Bauer Hotel, a top-rated dining spot in Venice. If you're in the mood for something new, try L'Osteria Le Guglie, another premier location with a delectable menu. You might also want to book a table at Corner Pub. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Venice.

Extend your evening after a delightful meal by visiting Al Parlamento, which offers the perfect atmosphere for a night out. Moreover, The Caffe Rosso is another popular option for a drink or two. Likewise, Adagio also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Get a good night's sleep and look forward to another great day on the road in Italy!

Day 6 of your road trip will take you to the best attractions Venice has to offer. Cherish the 1 night you have left in Venice by discovering the best things there are to see and do in the city.

Prepare for a day full of family-friendly attractions, romantic experiences, and breathtaking views. When you’re ready, kick off your sightseeing adventure at Punta Della Dogana - Pinault Collection. This intriguing museum is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Santa Maria Della Salute, one of the city’s best highlights.

Next, check out Peggy Guggenheim Collection, one of the most interesting places to see in Venice. This art gallery is a favorite among locals and travelers alike.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

Indulge in a memorable dining experience at one of Venice's most popular restaurants, and connect with friendly locals for an authentic adventure.

Don’t miss out on dining at Generator Venice, a top-rated dining destination in Venice. If you're in the mood to try something new, consider Nevodi, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante La Piazza. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Venice this evening.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Il Mercante, a well-loved spot among locals and tourists. Or, head to The Irish Pub Venezia. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Ai Stagneri, another top-rated place in the area.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in in Italy.

Dive into day 7 of your remarkable road trip in Italy. Today you will explore Florence, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in Florence. You’ll stay here for 2 nights.

Enjoy the perfect balance of relaxation and exploration in Venice today. One of the most popular attractions included on the itinerary is Piazza Della Repubblica. This enchanting public square will help you start your sightseeing on top. Then, take a leisurely stroll to Cathedral Of Santa Maria Del Fiore and learn what makes this history-steeped church unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the interesting Basilica Of Santa Croce In Florence. After exploring the church, head to Uffizi Gallery. This impressive art gallery is a highlight in Venice. Lastly, don’t forget to check out the wondrous Ponte Vecchio. Enjoy exploring this incredible historical landmark at your own pace.

When you’re done exploring for the day, you’ll drive to your hotel in Florence. Check in and spend some time relaxing before you head out to tour the city.

As you explore more of Florence, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.

Enjoy a delicious meal at Ristorante Oliviero 1962, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Di Poneta Novoli, another top spot with a mouthwatering menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

Following your dinner, dive into the local bar culture at Manifattura. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Se·sto On Arno Rooftop Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Il Vinile provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Say good night to Florence and look forward to another great day of your road trip in Italy!

On day 8 of your road trip, you’ll start and end your day in Florence, where you'll stay for 1 night more.

Brace yourself for today’s incredible lineup of attractions in Florence, featuring fun adventures, scenic views, and photo-friendly spots. Start at Leaning Tower Of Pisa, an iconic monument in the city.

There are many interesting places to see in Florence and when you are ready for more, go to Pisa Cathedral. This is one of the city’s most often recommended spots. After exploring the church, visit the intriguing Campo Santo. Before wrapping up your self-guided sightseeing tour, head to the timeless Piazza Del Duomo, Pisa, a timeless public square in the city.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Florence.

Indulge in a memorable dining experience at one of Florence's most popular restaurants, and connect with friendly locals for an authentic adventure.

Have a fantastic dining experience at Ditta Artigianale, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Trattoria Da Burde offers an enticing alternative with its varied menu. Additionally, Casa Toscana is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

Continue your lively evening at Bar 50 Rosso, a perfect place for winding down or revving up the night, depending on which mood you’re in. Bitter Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Archea Brewery ensures a night out tailored to your taste.

Relax and reminisce about your day in Italy and look forward to more memorable moments to come!

Embark on another extraordinary experience on day 9 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Siena and San Gimignano. At the end of the day, you will enjoy the comforts of a top-rated hotel in San Gimignano, which will be your home away from home for 1 night.

A blend of family-friendly attractions, breathtaking views, and photo-friendly spots await you in Florence on today’s itinerary. First up is the curiosity-inducing monument, Fortezza Medicea (siena). Afterward, continue to Piazza Del Campo, a public square every traveler should visit.

As you explore Florence’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Pubblico Palace. This increasingly popular palace is an essential stop. Following that, head to Siena Cathedral, another must-visit site that will enhance your experience. Don’t forget to stop by Parco Della Rocca, an intriguing park in the city. Finally, end your day with a visit to Rocca Di Montestaffoli, a romantic castle that offers the perfect conclusion to your sightseeing of the day.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in San Gimignano. San Gimignano offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in San Gimignano. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Celebrate another amazing day of your road trip adventure in Italy!

On day 10 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Rome. When you’re not sightseeing, take time to relax at your selected hotel in Rome, where you’ll be staying for 1 night.

Savor the day by visiting some of the best places to see in San Gimignano, including a castle, a public square, a monument, a church and much more! Start your adventure at Castel Sant'angelo. This famous castle is a must-visit for travelers looking for a unique holiday experience. Make your way to Piazza Navona located in San Gimignano for an enchanting atmosphere.

Next, immerse yourself in the setting of Pantheon. Its culturally significant features will captivate you. After the monument, continue your tour of the city with a visit to Trevi Fountain. This monument has a visually striking appeal. For a change of pace, head to Piazza Di Spagna. As one of the most world-famous attractions in San Gimignano, this public square is an excellent place to end your self-guided tour.

At the end of the day, you will drive to Rome, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Rome. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Enjoy a lovely meal at La Bottega Roma, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Pasta In Corso is another top choice with a popular menu. You could also check for a table at Trattoria Vecchia Roma. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Rome tonight.

Keep the evening going at La Botticella Of Poggi Giovanni, a great choice for enjoying the after-dinner hours with a drink. You could also go to Almalu Trastevere, which offers a similarly pleasant setting and great drinks. Another option is Bar Viminale Di Pepi Maurilio, which provides an inviting environment for unwinding after a busy day out.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in in Italy.